Places to stay in Andersonville, Chicago

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Top-rated places to stay in Andersonville, Chicago

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

A cozy sleeping area features a neatly made bed with soft gray pillows and a decorative green bolster. A bedside lamp and a small plant add touches of comfort, while a piece of framed artwork hangs on the white wall above the bed.

Guest suite in Pilsen Historic District

4.99 out of 5 average rating, 118 reviews

Cozy Hideout in Art Filled Chicago Neighborhood

Your private guest suite is newly renovated. You will have a private room with your own keypad entrance, thermostat and bathroom, T.V. with internet access, mini fridge, serving ware, coffee maker, fruit and yogurt in the fridge! We also have a toaster oven in case you want to warm up leftovers. You will only have access to your room, which is comparable to a short term stay hotel room, but way cooler. send a text or message me and I'll respond as soon as I can The Pilsen neighborhood got voted one of the 12 coolest neighborhoods in the world in 2018, according to Forbes magazine. There’s venues, studios, and bars booming with more culture all only blocks away. Uber / Lyft is a great way to get anywhere quick - usually a 15 min ride to downtown. Public transit options are the CTA El Train (Pink Line 18th stop is 0.7 mile walk from our house) or CTA Bus (18th & Racine stop is a block away). Once you’re at the transit stop both options take about a 20 - 30 minute to downtown. There are other bus lines nearby that take you other places (i.e. McCormick Place) - feel free to ask us for help when you arrive. Street parking is free in certain areas for those who are driving. Please message us and we’ll direct you where to park. We are a 20 minute cab ride from Midway International Airport and 40 minutes from O'Hare without heavy traffic, double these estimates if traffic is heavy (rush hour, accidents, etc).

Guest favorite

A lush garden pathway winds through vibrant flower beds and greenery, leading to a cozy seating area nestled under a tree. The stone path is framed by various plants, showcasing a tranquil outdoor setting perfect for relaxation.

Guest suite in West Town

4.96 out of 5 average rating, 338 reviews

Secret Garden @ The Noble Farmhouse | Wicker Park

While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CONVENIENCE. Wicker Park/Noble Square/West Town has many great bars & restaurants & is an amazing location for exploring the city. WALK to the action on Division St. or Chicago Ave, Chicago's upcoming gallery district. A 1/2 block to the 56 bus takes you to the Loop in 10 min, or to the heart of Wicker Park in 5. A 10 min walk to the BLUE LINE serving O'Hare & Downtown. And Divvy bikes 1/2 block away.

Guest favorite

Bungalow in Belmont Cragin

4.9 out of 5 average rating, 30 reviews

Located on Beautiful and Quite Boulevard!

Welcome to The Boulevard A spacious house recently updated located at the beginning of the beautiful quite boulevard. The house is on beautiful Wrightwood Neighborhood Greenway! This house is centrally located 5 minutes away from Metra train station ( Healy Station) that will get you downtown in 15 minutes. Check with Metra for train times. Drive Downtown in 20 minutes(no traffic), O'Hare airport, West Loop. 20 mins to Lakeview, Wrigleyville, Boystown, Logan Square, Bucktown & Wicker Park.

Guest favorite

A modern kitchen area is characterized by sleek white cabinetry and stainless steel appliances. A white countertop hosts a small sink and stylish seating for two at the breakfast bar. A plant adds greenery, while natural light pours in through large windows.

Apartment in Bridgeport

5 out of 5 average rating, 16 reviews

CitySlickers/FreeParking/Laundry/FastWiFi!

-600 sq.ft apartment / 1st floor / -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

Guest favorite

The dining area features a light blue wall, a wooden dining table set with decorative plates, and a centerpiece vase filled with flowers. Overhead, a ceiling fan offers a cooling breeze. Sliding glass doors open to an outdoor patio area with additional seating.

Home in Elmhurst

5 out of 5 average rating, 5 reviews

27min2City-Cozy~SLP10-15~Large patio w/dining~BBQ

Your family will be close to everything when you stay at this cenHit❤️N Save O'hare Airport - 7.2miles DWTN Chicago -17miles Outlet Mall/Bar/Restaurants/Entertainment District/Casino Shopping, Trains, City Center, Fast Food, Gyms, Parks, Golf and other recreational activities. (1-5mile) Easy access to Highway Free Dedicated Parking Space -2 Limit Street and Guest Parking ($$) 346mpg Speed, Dedicated Wifi 4K HDTV w Roku/Streaming -4rooms Fully Equipped + Stocked Kitchen w Coffee & Tea

Guest favorite

The kitchen area features modern appliances and dark cabinetry, providing ample storage space. A granite countertop with bar seating overlooks the dining area, where a wooden table is set against a stylish wall. Soft lighting enhances the inviting ambiance of the combined living and kitchen space.

Home in Chicago

4.94 out of 5 average rating, 36 reviews

Floresitas Oasis, your home in Chicago

Welcome to Floresitas Oasis! A place where you and your guests can relax in the comfort of your own home! You will be close to the best restaurants, night scene, and near all of what Chicago and Pilsen has to offer when you stay at this centrally-located place. ***IMPORTANT NOTE*** When booking, please list the total number of guests that will be staying during your time with us. Any additional guests not originally in the inquiry will be charged an extra $100 per guest, per day.

Superhost

Home in Austin

4.85 out of 5 average rating, 68 reviews

A Comfortable Stay While You are Away in Oak Park

Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the Medical Center. This entire Oak Park house is ideal for travelers seeking a tranquil and welcoming space to unwind in after a long day, medical professionals, visiting patients at the Medical Center, and families needing long-term housing. The residence is minutes from downtown Oak Park and the historical landmarks of Frank Lloyd Wright's home and studio.

Superhost

Apartment in Logan Square

4.92 out of 5 average rating, 12 reviews

2-level PH w/ 2 Luxe Suites Combined; Spa Access

The top floor sprawling ranch with duplex down offers sky & outdoors views, privacy, & cathedral ceilings, it is connected to your rear 2nd floor suite with 10ft ceilings. A burgeoning neighborhood next to the 606 Trail Amenities: - Uber-fast Wifi streaming, - Hot tub house - 80" + 75" hi-def tv's - 3 sectional couches - European decor - 2 kitchens - The popular 606 Trail access is 100 ft away, - YMCA across the street with indoor Olympic size & kiddie-pools!

Guest favorite

A bright living room is illuminated by natural light from large windows. A white sofa is paired with two orange chairs, complemented by vibrant cushions. A coffee table with a striped design sits centrally, surrounded by decorative plants and artwork on the walls.

Apartment in Logan Square

4.95 out of 5 average rating, 693 reviews

Best in Chicago, private, amazing garden space

We offer the highest standards of cleanliness. Excellent workspace with fast wifi and beautiful outdoor deck and garden space to relax. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 12 years hosting we still enjoy making our space a special place…as one reviewer commented, "The pictures don't really do justice to how beautiful the apartment is. I will miss having my morning coffee while overlooking the tranquil garden."

Superhost

Apartment in Old Town

4.78 out of 5 average rating, 293 reviews

Superb 2BR Old Town APT, PRIME LOCATION!(+Parking)

Cozy apartment right in the center of Old Town and right by all the action on Wells st, you are able to walk to some of the hottest and most popular attractions. This open-floor apartment offers two bedrooms, a spacious living room, and a brand new kitchen! You will love your stay here! 5 minute walk (0.4 miles) to Clark/Division Red-line stop (CTA L) which will take you to all downtown attractions in minutes!

Superhost

The exterior view showcases a well-maintained brownstone building with intricate architectural details. Steps lead up to a decorative entrance framed by a tree with fresh green leaves, enhancing the welcoming appearance of the home.

Guest suite in Chicago

4.85 out of 5 average rating, 289 reviews

Comfy/Private Entry & Bath/Free Parking - Win Win!

A Hidden GEM on a private block in Bronzeville, ranked one of the hottest neighborhoods in Chicago. Great for those looking to travel the city from Downtown (4 miles), to the lake (1 mile) to Hyde Park (walking distance) or those simply looking to stay in and rest in a peaceful place. Welcoming guests from near and far in this comfy studio designed specifically to host those for a great Chicago experience!

Top guest favorite

The entrance features a classic stone façade with an ornate staircase. Two large planters, filled with vibrant flowers, flank the steps, enhancing the welcoming atmosphere. Glass doors provide a glimpse into the interior, while a small tree offers a touch of greenery to the entry.

Condo in Wrigleyville

4.98 out of 5 average rating, 112 reviews

Wrigleyville Inn. Historic Greystone, Free Parking

Have fun with the whole family at this stylish place. Completely rehabbed 3 bedroom 2 bathroom high-end 2nd-floor condo in a historic greystone building, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Free parking included. Old Grey Lady being reborn. Total gut rehab of classic Chicago 3 flat.